SEMDURAMICIN

First approved in 2007

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C45H76O16
Molecular Weight	873.0753
Optical Activity	UNSPECIFIED
Defined Stereocenters	23 / 23
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(C[C@H](O[C@H]2CC[C@H](OC)[C@@H](C)O2)[C@@]([H])(O1)[C@]3(C)CC[C@@]([H])(O3)[C@]4(C)CC[C@]5(C[C@H](O)[C@@H](C)[C@]([H])(O5)[C@@H](C)[C@]6([H])O[C@](O)(CC(O)=O)[C@@H](C)[C@H](O)[C@H]6OC)O4)[C@@]7([H])O[C@](C)(O)[C@H](C)C[C@@H]7C

InChI

InChIKey=WINSLRIENGBHSH-ASZYJFLUSA-N

InChI=1S/C45H76O16/c1-22-18-23(2)43(9,50)58-36(22)30-19-31(55-34-13-12-29(52-10)27(6)54-34)40(56-30)42(8)15-14-32(57-42)41(7)16-17-44(61-41)20-28(46)24(3)37(59-44)25(4)38-39(53-11)35(49)26(5)45(51,60-38)21-33(47)48/h22-32,34-40,46,49-51H,12-21H2,1-11H3,(H,47,48)/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31-,32+,34-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C45H76O16
Molecular Weight	873.0753
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	23 / 23
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8713050 | https://www.ncbi.nlm.nih.gov/pubmed/8265495

Semduramicin is an ionophore coccidiostat used in the poultry industry as a feed additive. Semduramicin is marketed under the brand name Aviax among others, indicated for the prevention of coccidiosis in poultry, caused by Eimeria tenella, E. acervulina, E. maxima, E. brunetti, E. necatrix, and E. mitis.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
ion transport 4 Target ID: GO:0006811 Sources: http://poultryhealthtoday.com/ionophores-control-coccidiosis/	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Coccidiosis 45 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8265495	Curative		Approved 8429	AVIAX Approved Use For the prevention of coccidiosis in broiler chickens caused by Eimeria tenella, E. acervulina, E. maxima, E. brunetti, E. necatrix and E. mivati/mitis. Launch Date 1994

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Chickens: AVIAX, a Type A medicated article containing 5.13% semduramicin sodium (in the crystalline formulation) is approved in broiler chickens at a feeding level of 22.7 g of semduramicin per ton of Type C finished broiler feeds.

Route of Administration: Oral

In Vitro Use Guide

Semduramicin at concentrations of 16 to 121 ug/ml was tested for in vitro mutagenic potential both with and without rat liver S9 activation. Cytotoxicity was observed at levels greater than 68 ug/ml.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:57:56 GMT 2023` Edited by `admin` on `Fri Dec 15 15:57:56 GMT 2023`
Record UNII	P6VXL377WL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SEMDURAMICIN

Official Name

English

SEMDURAMICIN [MART.]

Common Name

English

SEMDURAMICIN [USAN]

Common Name

English

LONOMYCIN A, 23,27-DIDEMETHOXY-2,6,22-TRIDEMETHYL-5,11-DI-O-DEMETHYL-6-METHOXY-22-((TETRAHYDRO-5-METHOXY-6-METHYL-2H-PYRAN-2-YL)OXY)-, (3R,4S,5S,6R,7S,22S(2S,5S,6R))-

Common Name

English

UK-61,689

Code

English

(3R,4S,5S,6R,7S,22S)-23,27-Didemethoxy-2,6,22-tridemethyl-5,11-di-O-demethyl-6-methoxy-22-[[(2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl]oxy]lonomycin A

Common Name

English

UK-61689

Code

English

SEMDURAMICIN [MI]

Common Name

English

semduramicin [INN]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 556.597